Réaction #1994251

Équation de réaction

NaOH

acetylacetone

Allyl bromide

→

3-allylpentane-2,4-dione

Rendement 48.0%

Solvants

MeOH

Conditions de réaction

Traitement

1. 1
   Températurewithout cooling over a period of 10 min
2. 2
   workup.ADDITIONAfter addition
3. 3
   Températurethe reaction mixture was refluxed for an additional 2 h
4. 4
   TempératureThe mixture was cooled
5. 5
   Filtrationfiltered
6. 6
   Autreto remove excess NaBr
7. 7
   AutreMeOH and the excess allyl bromide were removed by distillation
8. 8
   AutreThe product, 5, was isolated as a yellow oil, 6.72 g (48% yield), between 81-87° C.

Mode opératoire

NaOH (4.51 g, 113 mmol) was dissolved in anhydrous MeOH. After cooling the mixture to 0° C. using an ice-bath, acetylacetone (10.0 g, 99.8 mmol) was added while stirring over a period of several minutes. Allyl bromide (10.4 mL, 123 mmol) was then added without cooling over a period of 10 min. After addition was complete, the reaction mixture was refluxed for an additional 2 h. The mixture was cooled and filtered to remove excess NaBr. MeOH and the excess allyl bromide were removed by distillation. The product, 5, was isolated as a yellow oil, 6.72 g (48% yield), between 81-87° C.

Source